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Pet-friendly vacation rentals in Shelby County

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Shelby County

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

Home in Frankfort

4.98 out of 5 average rating, 53 reviews

MacAttie Acres

Country home at MacAttie Acres in central Kentucky is conveniently located on the Bourbon Trail and in the middle of horse country. Located only 2 miles south of Exit 53 on I-64. Relax on the deck and enjoy the view of the farm, the horses grazing in the pasture or take a hike to the creek. 10 miles to Wild Turkey Distillery, 12 miles to Four Roses Distillery, 13 miles to Buffalo Trace, 29 miles to Keeneland, 48 miles to Churchill Downs, Stabling and turnout available for horses. Come visit!

Top guest favorite

Home in Shelbyville

5 out of 5 average rating, 32 reviews

Historic Downtown~Heart of Bourbon Trail

The Washington Belle is an historic home, freshly renovated with all the modern conveniences, centrally located in Shelbyville, Kentucky. She's the perfect base from which to explore the distilleries of the Bourbon Trail, with easy access to Louisville and Lexington. There are multiple restaurants, cafes, bourbon bars and antique stores in easy walking distance. Boasting two large living areas, three large bedrooms (including a master with ensuite), 2.5 baths, and private off street parking

A comfortable gray sofa is shown, with a wooden tray displaying magazines and a decorative item. A floor lamp provides soft lighting, and light-colored walls add to the calm environment. A door leads to another space in the background.

Home in Shelbyville

5 out of 5 average rating, 11 reviews

Bourbon Trail*4BR*Dog Friendly*6beds (3king)*Patio

A great centrally located 4 BR 2.5 Bath (6 beds) dog-friendly house near downtown Shelbyville! Located in a cul-de-sac on a quiet street in a family friendly neighborhood 6 miles from Bulleit Bourbon, 3 miles to Jeptha Creed Distillery, and 1 mile from the Shelbyville Horse Show. Fully updated & stocked, coffee pot (K-cups or ground), washer/dryer, & 5 smart TVs. This rental has everything you need and proximity to Churchill Downs, multiple Bourbon Trail distilleries, Louisville, and Frankfort!

A spacious front porch features two rocking chairs, one in green and the other in brown, positioned beside white wooden railings. Natural light filters in through several windows, highlighting the inviting setting that overlooks the serene countryside.

Chalet in Lawrenceburg

4.95 out of 5 average rating, 194 reviews

Countryside On the Bourbon Trail, 22 Quiet Acres

Welcome to Sea Glass Farm. 1900's restored farmhouse with tons of charm! Full access to 22 acres with beautiful hilltop sunsets. In the heart of The Bourbon Trail, the scenery and wildlife will not disappoint. The location is perfect for a rural getaway or relaxing stop on your Bourbon Trail experience. Minutes from shopping and restaurants; situated between I-64 and The Bluegrass Parkway. This place has been a dream of ours and it will soon be in your dreams as well. Hosted by the owner!

Home in Frankfort

4.98 out of 5 average rating, 40 reviews

4BR Getaway| Hot Tub •Patio •Firepit •Valley Views

Stay at the Bourbon Hills Retreat! This spacious modern farmhouse sits on 13 secluded acres and was recently renovated. The property, nestled atop a hill, offers breathtaking views of the rolling hills. This 4-bedroom home is perfect for groups of up to 8, seamlessly blending the Kentucky Derby's elegance with the Bourbon Trail's rustic charm of the bluegrass state. Just minutes away from Buffalo Trace and some of your favorite distilleries, wineries, horse tracks and attractions.

Home in Simpsonville

4.95 out of 5 average rating, 19 reviews

*Distilleries close by* Hot tub*Firepit

Welcome to this beautiful, new 4 bedroom, 3.5 bathroom home ready to be the place for your bourbon trail stay! Centrally located just outside of Louisville. This home is less than 30 minutes from downtown Louisville where you can enjoy multiple distilleries, the Louisville Slugger Museum & Factory, Churchill Downs, the Fair & Expo, and just a short drive to Four Roses, Lexington and so much more! Air Hockey, hot tub, Golden Tee and fire pit are all waiting for your group to enjoy!

Top guest favorite

An Airstream is positioned on a gravel area, featuring outdoor seating with folding chairs and a patterned rug. A large umbrella provides shade, and potted plants add greenery. The backdrop includes a grassy field and part of the barn structure, emphasizing a tranquil outdoor setting.

Camper/RV in Crestwood

5 out of 5 average rating, 12 reviews

Airstream Farm Stay Getaway!

Enjoy some time away on a farm in a customized remodeled 1977 Airstream Sovereign! Top of the line details inside - a warm and cozy farm outside! Spend time with the horses, pigs, chickens and cats during your visit! Whether it is picking flowers in the garden or starting a fire in the solo stove! We have everything you need to reconnect to nature in Luxury! PLEASE TAKE NOTE! The toilet is a composting toilet. Special instruction for use in manual. EASY AND CLEAN TO USE.

Top guest favorite

A welcoming front porch is lined with rocking chairs, shaded by large trees. The farmhouse exterior features a clean, white aesthetic with simple wooden accents. A spacious back deck is visible in the background, providing an inviting outdoor space for gatherings.

4.95 out of 5 average rating, 40 reviews

Stylish House Near Lou Lex | Hot Tub | Games

Nestled in the heart of Kentucky’s Bourbon Trail, our spacious farmhouse is the perfect sanctuary for large groups to relax. Enjoy stunning sunrises from the front porch, soak in the hot tub, and make memories in the game room. Conveniently located just a short drive from the Bourbon Trail, this home sits in the serene countryside between Louisville and Lexington, offering the perfect blend of convenience and Southern charm. Book For Lasting Memories Bagdad—See Details Below!

Home in Shelbyville

4.96 out of 5 average rating, 54 reviews

Cozy Kentucky Winter, Bourbon Trail, Location!

♡ Meet The Blue Belle: a beautifully restored 1880s cottage ON the Bourbon Trail, nestled on a peaceful block in the heart of Shelbyville. Start your day with a coffee on the back deck, make s'mores by the fire pit, cook dinner in the fully stocked kitchen, & cozy up in the living room for movie night after a long day of exploring & bourbon! A short drive to Louisville, Lexington, & Frankfort and other great areas. Comfortably sleeps 8. Perfect for families & couples!

An outdoor seating area features cushioned furniture arranged around a central fire pit. Soft string lights are visible above, creating a warm ambiance. Surrounding trees provide a lush backdrop, while a patterned rug adds a cozy touch to the deck.

4.97 out of 5 average rating, 34 reviews

SALE! *Pet-Friendly * LUX Hot Tub

🥃TRAILSIDE COUNTRY HAVEN🥃 in Bagdad, KY. ★★★★★ · 3 BR · 5 Beds · 2.5 Baths Welcome to TRAILSIDE COUNTRY HAVEN, A BEAUTIFUL HOME professionally managed by Excellent Vacay Stays. This home is nestled IN THE HEART OF the countryside along THE BOURBON TRAIL in Shelby County. As your host, Iris, I'm excited to share this picturesque haven that offers a serene and private wooded area. Discover why our guests love the multiple decks and patios for outdoor enjoyment!

A rustic wooden sign with the words 'Cedar Fire Farm' and 'Kamp Kessa' is prominently displayed. Green fields stretch beyond the sign, with a rider on horseback visible in the background, showcasing the rural and serene surroundings.

Farm stay in Frankfort

4.79 out of 5 average rating, 213 reviews

Kamp Kessa at Cedar Fire Farm: A Nature Retreat

Conveniently located on the Bourbon Trail, our place will complete your experience! Next door is Shelbyville, the Saddlebred capital of the world, Lexington, the Thoroughbred capital and don't forget Louisville and Kentucky Derby. With a simplistic natural setting of a working horse farm there's nothing too fancy but comfortable and quaint. Our place is good for couples, solo adventurers, families (with kids), And groups!

A charming home is shown with a light-colored exterior, framed by dark shutters and manicured shrubs. A concrete path leads to the welcoming red front door. Lush greenery and flower beds enhance the outdoor space, complemented by a peaceful sky.

Home in Simpsonville

4.87 out of 5 average rating, 147 reviews

Charming 4 Bedroom classic home bourbon trail!

Comfortable, newly furnished home located in downtown Simpsonville. This is brand new to AirBnB. Whether you are going down the Bourbon trail or you just want to be near I64 and Louisville, this home is the place for you. Fun, homey well decorated this place offers family fun with Fire pit, backyard and patio. High speed 300mb internet for those workers on the go.

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Popular amenities for Shelby County pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

A serene patio space features multiple white Adirondack chairs arranged around a small table. The expansive green countryside extends in the background, offering an unobstructed view of the horizon under a clear blue sky.

New place to stay

Bourbon Trail Getaway | Jacuzzi Tub & Scenic Views

Top guest favorite

A welcoming front porch features a bold red door adorned with a floral wreath. Two black rocking chairs are positioned beside the entrance pillars, while a dog rests comfortably on the porch's white flooring, creating a homely scene.

Home in Shelbyville

4.95 out of 5 average rating, 21 reviews

Bourbon Trail | Speakeasy | Game Rm! | Hot Tub

The outdoor area features a large pool and a built-in fire pit, surrounded by a spacious yard. A gazebo is present, and the sunset casts a warm glow, enhancing the inviting atmosphere of the space.

Home in Shelbyville

4.77 out of 5 average rating, 52 reviews

Pool*HOT TUB*Bourbon Trail

A new two-story home features a light exterior complemented by a bold red door. A wooden deck with stairs provides an inviting entrance. The surrounding greenery and lawn offer a spacious outdoor area, enhancing the overall appeal of the property.

Home in Simpsonville

4.94 out of 5 average rating, 108 reviews

Comfortable sleek home bourbon trail

Home in Shelbyville

4.67 out of 5 average rating, 36 reviews

Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill

A charming two-story house features a wraparound porch with red rocking chairs. The exterior is in muted tones, framed by lush greenery and a well-maintained lawn. Nearby vibrant yellow flowers add a subtle pop of color to the landscaped area.

Home in Shelbyville

4.82 out of 5 average rating, 154 reviews

Parris on Main

A welcoming entrance features a covered porch with two white columns and steps leading up to a black front door. A decorative lantern hangs beside the door, and a flower box adds a touch of greenery beneath the window, casting soft shadows on the facade.

Home in Simpsonville

4.9 out of 5 average rating, 31 reviews

Derby Bourbon Trail Classic

Top guest favorite

Home in Shelbyville

5 out of 5 average rating, 21 reviews

Last Minute Discount/Hot Tub/Fire Pit/Game Room

Pet-friendly home rentals with a pool

The living area features plush seating arranged around a round wooden coffee table. Light streams through multiple windows covered with sheer curtains, highlighting the warm tones of the decor. A large flat-screen television is mounted on the wall, providing modern entertainment options.

Home in Prospect

5 out of 5 average rating, 4 reviews

NEW Pet Friendly, Horse Country, Bourbon, Downtown

A patio area is shown with multiple sets of seating. A round glass table with a decorative vase sits at the center, surrounded by black chairs. Red lounge chairs are also visible, with a backdrop of greenery and a cozy, inviting atmosphere.

Home in Louisville

4.84 out of 5 average rating, 19 reviews

Near Bourbon Trail, expo, 3 beds, off Outerloop

A spacious interior is showcased, featuring a queen bed with a patterned duvet. Nearby, a dining table with chairs is visible, along with a wardrobe and a decorative piece. Natural light enters through multiple windows, enhancing the comfortable atmosphere.

Guesthouse in Georgetown

4.97 out of 5 average rating, 30 reviews

Cozy Cottage on Horse Farm

A swimming pool is surrounded by a spacious deck with lounge chairs positioned for relaxation. A view of the greenery is visible in the distance, complementing the inviting atmosphere of the pool area. A building with a gray facade is situated nearby.

Cottage in Taylorsville

4.89 out of 5 average rating, 122 reviews

Best view of the lake two bed two bath cottage #4

Cottage in Taylorsville

4.73 out of 5 average rating, 165 reviews

Get Away From It All

The two-story cottage features a light gray exterior with white trim. A welcoming front porch with wooden steps leads to a blue door. Two large bushes frame the entrance, and a balcony is visible above with slight overhangs, providing an inviting entry.

Cottage in Taylorsville

4.82 out of 5 average rating, 107 reviews

Lake Livin' & Bourbon Sippin'

A single-story house features a welcoming entrance with yellow shutters framing large windows. A wooden staircase leads to a covered porch, providing access to the front door. The surrounding landscape includes freshly mulched garden areas and grassy patches, enhancing the home's natural setting.

Cottage in Taylorsville

4.9 out of 5 average rating, 235 reviews

Wildflower cottage on Taylorsville lake

Home in Taylorsville

4.94 out of 5 average rating, 100 reviews

Ridge Retreat 42 Sleeps 8 + Crib. NEW HOT TUB

Private, pet-friendly home rentals

Top guest favorite

An Airstream is positioned on a gravel area, featuring outdoor seating with folding chairs and a patterned rug. A large umbrella provides shade, and potted plants add greenery. The backdrop includes a grassy field and part of the barn structure, emphasizing a tranquil outdoor setting.

Camper/RV in Crestwood

5 out of 5 average rating, 12 reviews

Airstream Farm Stay Getaway!

A charming home is shown with a light-colored exterior, framed by dark shutters and manicured shrubs. A concrete path leads to the welcoming red front door. Lush greenery and flower beds enhance the outdoor space, complemented by a peaceful sky.

Home in Simpsonville

4.87 out of 5 average rating, 147 reviews

Charming 4 Bedroom classic home bourbon trail!

Home in Crestwood

4.97 out of 5 average rating, 39 reviews

2King beds+HotTub+FirePit

Top guest favorite

Home in Frankfort

4.98 out of 5 average rating, 53 reviews

MacAttie Acres

The modern kitchen features white cabinetry with sleek hardware, stainless steel appliances, and a center island. Pendant lights hang above the island, illuminating the open space. Natural light filters in from nearby windows, enhancing the inviting atmosphere.

Home in Shelbyville

4.91 out of 5 average rating, 11 reviews

Shelbyville, KY - Bourbon Trail and Horse Country.

A new two-story home features a light exterior complemented by a bold red door. A wooden deck with stairs provides an inviting entrance. The surrounding greenery and lawn offer a spacious outdoor area, enhancing the overall appeal of the property.

Home in Simpsonville

4.94 out of 5 average rating, 108 reviews

Comfortable sleek home bourbon trail

A spacious front porch features two rocking chairs, one in green and the other in brown, positioned beside white wooden railings. Natural light filters in through several windows, highlighting the inviting setting that overlooks the serene countryside.

Chalet in Lawrenceburg

4.95 out of 5 average rating, 194 reviews

Countryside On the Bourbon Trail, 22 Quiet Acres

Home in Frankfort

4.98 out of 5 average rating, 40 reviews

4BR Getaway| Hot Tub •Patio •Firepit •Valley Views

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